(1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10,16,19-trihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one

Details

• Internal ID: 132cc825-8f8a-4012-9582-0999294d28a6
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10,16,19-trihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one
• InChI: InChI=1S/C30H46O5/c1-24(2)18-8-11-26(4)19(25(18,3)10-9-20(24)32)16-17(31)21-22-29(7,34)28(6)13-15-30(22,23(33)35-28)14-12-27(21,26)5/h17-20,31-32,34H,8-16H2,1-7H3/t17-,18+,19-,20+,25+,26-,27-,28+,29+,30-/m1/s1
• InChI Key: VVBNPPRBOSVRPD-KDDZNPEYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₅
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.33452456 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.5871	58.71%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8152	81.52%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.7202	72.02%
P-glycoprotein inhibitior	-	0.6684	66.84%
P-glycoprotein substrate	-	0.7729	77.29%
CYP3A4 substrate	+	0.7055	70.55%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.7970	79.70%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.8980	89.80%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8027	80.27%
CYP2C8 inhibition	-	0.6206	62.06%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6593	65.93%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9136	91.36%
Skin irritation	+	0.5864	58.64%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6104	61.04%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.6846	68.46%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5844	58.44%
Acute Oral Toxicity (c)	III	0.6369	63.69%
Estrogen receptor binding	+	0.7654	76.54%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	+	0.6407	64.07%
Glucocorticoid receptor binding	+	0.7828	78.28%
Aromatase binding	+	0.7696	76.96%
PPAR gamma	+	0.6013	60.13%
Honey bee toxicity	-	0.7837	78.37%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.57%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.99%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.51%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.31%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.46%	98.95%
CHEMBL1871	P10275	Androgen Receptor	85.20%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.89%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.27%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%

Plants that contains it

• Ilex kaushue

Cross-Links

• PubChem: 101690807
• NPASS: NPC130173